2-naphthoic bis(2-oxooxazolidin-3-yl)phosphinic anhydride

ID: ALA1208995

PubChem CID: 49862116

Max Phase: Preclinical

Molecular Formula: C17H15N2O7P

Molecular Weight: 390.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OP(=O)(N1CCOC1=O)N1CCOC1=O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C17H15N2O7P/c20-15(14-6-5-12-3-1-2-4-13(12)11-14)26-27(23,18-7-9-24-16(18)21)19-8-10-25-17(19)22/h1-6,11H,7-10H2

Standard InChI Key:  JQQDASGKUSYEGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7236   -6.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7219   -7.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -7.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355   -6.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1529   -6.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541   -7.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671   -7.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5838   -7.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5766   -6.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628   -6.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2908   -6.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0064   -6.4804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2873   -5.2494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7184   -6.0654    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.4308   -5.6456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1388   -6.7769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0949   -6.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7623   -5.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5146   -4.8676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6885   -4.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9011   -7.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5779   -8.0369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2371   -7.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9698   -6.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3044   -5.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2066   -4.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192   -7.8309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  1  0
 11 13  2  0
  9 11  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 15  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 16  1  0
 14 25  2  0
 20 26  2  0
 21 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1208995

   Bis(2-oxo-1,3-oxazolidin-3-yl)phosphoryl naphthalene-2-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 390.29

Molecular Weight (Monoisotopic): 390.0617

AlogP: 3.01

#Rotatable Bonds: 4

Polar Surface Area: 102.45

Molecular Species: ┄

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.34

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.34

References

1. Lee S, Jung KY, Park J, Cho JH, Kim YC, Chang S..  (2010)  Synthesis of potent chemical inhibitors of dynamin GTPase.,  20  (16): [PMID:20621477] [10.1016/j.bmcl.2010.06.092]

Source

Source(1):

• Scientific Literature